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Charlestown Vacation Rentals

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Our top choices for Charlestown vacation rentals

Charming 3-bedroom townhome-like guest unit with AC and WiFi in QEBA

Charming 3-bedroom townhome-like guest unit with AC and WiFi in QEBA
Charlestown
10.0 out of 10, Exceptional, (2 reviews)
"Great comfortable cottage. Everything needed is provided for a beach stay. Kitchen bedrooms all excellent!! 10 minute walk to beach. Easy check in with coded lock. No fumbling with keys. "
United States
Daniel M.
The price is CA $758
CA $1,358 total
includes taxes & fees
Jul 19 - Jul 20
Charming 3-bedroom townhome-like guest unit with AC and WiFi in QEBA

Sweet summer escape on Newport Harbor

Sweet summer escape on Newport Harbor
Fifth Ward
9.6 out of 10, Exceptional, (77 reviews)
"Danielle was the perfect host. We loved our stay on the Lilypad. Would definitely come back again!"
United States
Andrew D.
The price is CA $639
CA $920 total
includes taxes & fees
Jun 30 - Jul 1
Sweet summer escape on Newport Harbor

Private Houseboat In Beautiful Newport Harbor

Private Houseboat In Beautiful Newport Harbor
Fifth Ward
9.4 out of 10, Exceptional, (16 reviews)
"What an awesome way to experience Newport - it was our first time on a houseboat and Daniel was so kind and informative during our stay. The best thing I can say is that I can not wait to visit again soon and stay on the Waterlily. "
United States
Khuram C.
The price is CA $639
CA $920 total
includes taxes & fees
Jun 29 - Jun 30
Private Houseboat In Beautiful Newport Harbor

Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
Stonington
9.8 out of 10, Exceptional, (182 reviews)
"A bright and cozy vibe as well as being thoroughly equipped with everything to make our stay comfortable.We appreciated the winter escape and enjoyed Stonington, Mystic, and Westerly. A lovely stay!"
United States
Dawn R.
The price is CA $177
CA $413 total
includes taxes & fees
Jul 24 - Jul 25
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

A Mystic Stay as Sweet as Apple Pie!

A Mystic Stay as Sweet as Apple Pie!
Old Mystic
10.0 out of 10, Exceptional, (10 reviews)
"Absolutely adorable. Would stay again!!"
United States
Logan
The price is CA $217
CA $396 total
includes taxes & fees
Jul 26 - Jul 27
A Mystic Stay as Sweet as Apple Pie!

Middletown Modern Apartment w/ Private Deck - RIBryan Properties

Middletown Modern Apartment w/ Private Deck - RIBryan Properties
Middletown
9.6 out of 10, Exceptional, (16 reviews)
"Apartment was beautiful in a great location!!!"
United States
cathy g.
The price is CA $234
CA $554 total
includes taxes & fees
Jun 28 - Jun 29
Middletown Modern Apartment w/ Private Deck - RIBryan Properties

The Horse Carriage 2 miles from Foxwoods Casino

The Horse Carriage 2 miles from Foxwoods Casino
Preston
10.0 out of 10, Exceptional, (4 reviews)
"Super short stay but welcoming, clean and convenient for location"
United States
Christina S.
The price is CA $256
CA $604 total
includes taxes & fees
Jun 28 - Jun 29
The Horse Carriage 2 miles from Foxwoods Casino

New England Hospitality at the Carriage House Mystic Vacation Rentals LLC

New England Hospitality at the Carriage House Mystic Vacation Rentals LLC
Old Mystic
10.0 out of 10, Exceptional, (38 reviews)
"We had a wonderful stay! The place was lovely, very clean, and exactly as described. Deb & Paul were great—friendly, responsive, and made everything easy for us. We’d definitely stay here again!"
United States
Francesca M.
The price is CA $122
CA $275 total
includes taxes & fees
Jun 29 - Jun 30
New England Hospitality at the Carriage House Mystic Vacation Rentals LLC

Convenient and clean studio near the beach and Newport.

Convenient and clean studio near the beach and Newport.
Middletown
9.2 out of 10, Wonderful, (20 reviews)
"Meets basic needs if your staying a night or two. "
United States
Michael M.
The price is CA $213
CA $345 total
includes taxes & fees
Jul 13 - Jul 14
Convenient and clean studio near the beach and Newport.

The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2

The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
Stonington
10.0 out of 10, Exceptional, (5 reviews)
"Great stay with friends! "
United States
Danielle V.
The price is CA $304
CA $557 total
includes taxes & fees
Jun 30 - Jul 1
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2

Plan Your Escape to the Cottage! Minutes to Mystic, Connecticut. This pet-friendly retreat has a private fenced-in rear garden patio. Your stay includes organic breakfast, firepit, hammock, and onsite hiking trails. Up to 2 well-behaved pets welcome!

Plan Your Escape to the Cottage! Minutes to Mystic, Connecticut. This pet-friendly retreat has a private fenced-in rear garden patio. Your stay includes organic breakfast, firepit, hammock, and onsite hiking trails. Up to 2 well-behaved pets welcome!
Ledyard
10.0 out of 10, Exceptional, (12 reviews)
"My husband and I stayed in the cottage with our fur baby and it was perfect. The cottage was very comfortable and very private."
United States
Kim S.
The price is CA $401
CA $503 total
includes taxes & fees
Jul 14 - Jul 15
Plan Your Escape to the Cottage! Minutes to Mystic, Connecticut. This pet-friendly retreat has a private fenced-in rear garden patio. Your stay includes organic breakfast, firepit, hammock, and onsite hiking trails. Up to 2 well-behaved pets welcome!

Charming 2 BR Green Hill Beach Cottage

Charming 2 BR Green Hill Beach Cottage
Green Hill
10.0 out of 10, Exceptional, (11 reviews)
"Nice and clean and great location"
United States
James L.
The price is CA $397
CA $760 total
includes taxes & fees
Jul 1 - Jul 2
Charming 2 BR Green Hill Beach Cottage

Ellery Bungalow #51- Island Calm Near Newport

Ellery Bungalow #51- Island Calm Near Newport
Middletown
9.6 out of 10, Exceptional, (96 reviews)
"This was the perfect size and location for our group of 5, would definitely stay again! "
United States
toni g.
The price is CA $251
CA $760 total
includes taxes & fees
Jun 28 - Jun 29
Ellery Bungalow #51- Island Calm Near Newport

Narragansett Escape by Narrow River & Beaches

Narragansett Escape by Narrow River & Beaches
Narragansett
9.4 out of 10, Exceptional, (39 reviews)
"Great place. Good location close to Narragansett. Very quiet, clean and remodeled. Lots of sleep space, good kitchen and livingroom."
United States
Shannon B.
The price is CA $250
CA $812 total
includes taxes & fees
Jul 15 - Jul 16
Narragansett Escape by Narrow River & Beaches

Cottages with easy access to Newport, beaches, nature trails and vineyards

Cottages with easy access to Newport, beaches, nature trails and vineyards
Middletown
9.8 out of 10, Exceptional, (68 reviews)
"It was an adorable cottage that was clean and close to the Newport Vineyards and shops. I would definitely stay there again! "
United States
Michele J.
The price is CA $552
CA $720 total
includes taxes & fees
Jun 29 - Jun 30
Cottages with easy access to Newport, beaches, nature trails and vineyards

Seaside SK Getaway: Steps to Matunuck Beach!

Seaside SK Getaway: Steps to Matunuck Beach!
3.0 star property
Matunuck
The price is CA $561
CA $1,035 total
includes taxes & fees
Jun 30 - Jul 1
Seaside SK Getaway: Steps to Matunuck Beach!

Dog Friendly Cottages w/ easy access to Newport, beaches, trails and vineyards

Dog Friendly Cottages w/ easy access to Newport, beaches, trails and vineyards
Middletown
9.8 out of 10, Exceptional, (198 reviews)
"great hotel...clean, beautiful, and quiet."
United States
Daniel
The price is CA $552
CA $720 total
includes taxes & fees
Jun 29 - Jun 30
Dog Friendly Cottages w/ easy access to Newport, beaches, trails and vineyards

Beach house walking distance to Second Beach

Beach house walking distance to Second Beach
Easton's Point
9.8 out of 10, Exceptional, (28 reviews)
"Great house and communication with the owner! We would stay there again!"
United States
Stan C.
The price is CA $382
CA $1,050 total
includes taxes & fees
Jun 28 - Jun 29
Beach house walking distance to Second Beach

Escape to the Thames: Quaint Groton Retreat

Escape to the Thames: Quaint Groton Retreat
Groton
9.8 out of 10, Exceptional, (6 reviews)
"Absolutely phenomenal experience 10/10 would book again."
United States
Jimmy D.
The price is CA $291
CA $373 total
includes taxes & fees
Jul 13 - Jul 14
Escape to the Thames: Quaint Groton Retreat

Exceptional Contemporary Coastal Retreat-4 King Bedrooms Mystic Noank Groton CT

Exceptional Contemporary Coastal Retreat-4 King Bedrooms Mystic Noank Groton CT
Groton
10.0 out of 10, Exceptional, (132 reviews)
"Loved the woods next to it. The stained glass were very cool"
United States
Kate R.
The price is CA $629
CA $1,180 total
includes taxes & fees
Jul 1 - Jul 2
Exceptional Contemporary Coastal Retreat-4 King Bedrooms Mystic Noank Groton CT
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Charlestown Hotel Reviews

Find out more about Charlestown

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Charlestown. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Charlestown?

Yes, we offer vacation rentals in Charlestown close to Fantastic Umbrella Factory, or you can select a more remote option if you're looking for a relaxing stay. Charlestown is known for its beaches and golf courses. Make sure you have time to check out the parks and seafood restaurants during your trip.

What are some of the best vacation rentals that Charlestown has to offer?

Overlook Ninigret Pond and Block Island: Visitors give good reviews to this Charlestown vacation home rental, which is located near the beach and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Charlestown?

Choose from 81 Expedia vacation rentals in Charlestown for a memorable vacation.

What can I see and do in Charlestown?

Family-friendly attractions include Fantastic Umbrella Factory and Frosty Drew Observatory, whereas Ninigret Park and Ninigret National Wildlife Refuge are a couple of great spots to enjoy the outdoors. Other popular places to visit in the area include Foxwoods Resort Casino and Narragansett Beach.

What are vacation rentals like in Charlestown?

Vacation rentals are privately owned accommodations you can reserve for several days or longer in Charlestown. Vacation rentals provide amenities such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from public hotel elevators and busy front desks while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for a small group gathering.